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Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Copyright (c) 2024 Nagendra Babu Chilakala, Vishnu Thumma, B. Raju, Sharada Etnoori, Lakshmi Satya Boddu, K. Premalatha

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Synthesis and Antitubercular Activity of Novel 1,5-Naphthyridin-2(1H)-one based Carbohydrazide Derivatives

https://doi.org/10.14233/ajchem.2024.32150
Nagendra Babu Chilakala
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0001-3669-2120
Vishnu Thumma
Department of Sciences and Humanities, Matrusri Engineering College, Hyderabad-500059, India
https://orcid.org/0000-0001-6830-3671
B. Raju
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0007-2804-7256
Sharada Etnoori
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0007-4325-4376
Lakshmi Satya Boddu
Department of Pharmaceutics, Vishnu Institute of Pharmaceutical Education and Research, Narsapur-502313, India
https://orcid.org/0000-0002-1091-1620
K. Premalatha
Department of Chemistry, Osmania University, Hyderabad-500007, India; Department of Chemistry, Telangana Mahila Viswavidyalayam, Hyderabad-500095, India
https://orcid.org/0000-0002-7542-2203

Corresponding Author(s) : K. Premalatha

premalathasheshu@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Abstract

A library of novel 1,5-naphthyridin-2(1H)-one based carbohydrazide derivatives (6a-j) were synthesized involving functional group interconversion, esterification and coupling reactions. All the newly synthesized carbohydrazide derivatives (6a-j) were evaluated for their ability to inhibit the growth of M. tuberculosis mc26230 by determining their minimum inhibitory concentration (MIC), with rifampicin used as the standard reference. Compound 6f (3-cyano) displayed potent activity with a MIC value of 4 µg/mL, compound 6g (4-cyano) displayed activity with an MIC value of 8 µg/mL, whereas the ortho-substituted cyano compound 6e showed activity a little lower with MIC of 16 µg/mL. Whereas all other compounds displayed good to moderate activity. The molecular docking study of potent compound 6f against crystal structure of dihydrofolate demonstrated a significant docking score and binding interactions in support of experimental investigations.

Keywords

Antitubercular activity Carbohydrazide 1,5-Naphthyridin-2(1H)-one Molecular docking
Chilakala, N. B., Thumma, V., Raju, B., Etnoori, S., Boddu, L. S., & Premalatha, K. (2024). Synthesis and Antitubercular Activity of Novel 1,5-Naphthyridin-2(1H)-one based Carbohydrazide Derivatives. Asian Journal of Chemistry, 36(9), 2197–2202. https://doi.org/10.14233/ajchem.2024.32150
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